Head of Client Success & Sales

ABOUT US Pomelo is a boutique offshore staffing company that places the best talent with leading brands, startups, and agencies across the globe. We enable hard-working and ambitious talent to work remotely from the comfort of their own homes. ABOUT THE ROLE We are seeking a Head of Client Success & Sales to own and scale all client-facing functions across our staffing business. This role will be responsible for both acquiring new clients and managing existing client relationships, ensuring a high-quality experience from initial outreach through long-term retention. This individual will play a critical role in driving revenue growth while serving as the primary point of contact for all clients. The ideal candidate is experienced in managing client relationships and can effectively navigate challenging interactions while consistently maintaining a professional demeanor. KEY RESPONSIBILITIES New Client Acquisition (Sales) Own the end-to-end sales process, from outbound prospecting to closing new clients Identify and target businesses that can benefit from offshore staffing solutions Conduct discovery calls, present service offerings, and handle objections Develop and refine sales scripts, messaging, and outreach strategies Maintain and manage pipeline in CRM Client Success & Account Management Serve as the primary point of contact for all client communications Manage onboarding for new clients, ensuring a smooth and professional experience Proactively communicate updates, gather feedback, and address client needs Ensure high client satisfaction, retention, and long-term engagement Identify opportunities for upsells or additional placements Growth & Strategy Own revenue targets across both new and existing clients Analyze performance metrics and identify opportunities to improve conversion, retention, and expansion Work closely with internal recruiting/operations teams to ensure client needs are met Continuously improve processes across sales and client success functions QUALIFICATIONS 5-7+ years of experience in sales, account management, or client success (preferably in staffing, recruiting, or a service-based business) Proven track record of closing deals and successfully acquiring new clients Proficient in managing client relationships and problem-solving client concerns Strong communication and interpersonal skills Highly organized with the ability to manage multiple clients and priorities Comfortable working in a fast-paced, entrepreneurial environment Experience with CRM tools (e.g., HubSpot, Salesforce) preferred Previous experience working the graveyard shift BENEFITS Competitive pay, always in US dollars Work remotely from the comfort of your home Health & wellness benefit Paid holidays and time off Performance and referral bonuses Global exposure to the world’s best companies